Dimethyl Sulfoxide → HCID 434493, compound

HRID 1167404Notes

Reaction equation

HRID 1167404 reaction equation
[F:1][C:2]([F:18])([F:17])[C:3]1[CH:8]=[CH:7][C:6]([C:9]2[CH2:15][CH:14]3[NH:16][CH:11]([CH2:12][CH2:13]3)[CH:10]=2)=[CH:5][CH:4]=1.[CH3:19]S(C)=O>>[CH3:19][N:16]1[CH:14]2[CH2:13][CH2:12][CH:11]1[CH:10]=[C:9]([C:6]1[CH:5]=[CH:4][C:3]([C:2]([F:1])([F:17])[F:18])=[CH:8][CH:7]=1)[CH2:15]2

Participants

3

Reactant 2

HCID 679Dimethyl SulfoxideHCID 9816454HCID 9816454, compound

Product 1

HCID 434493HCID 434493, compound

Conditions

Temperature
130 °C

Procedure

(±)-3-(4-trifluoromethylphenyl)-8-azabicyclo[3.2.1]oct-2-ene in the form of a free amine (1 mg) was dissolved in anhydrous dimethyl sulphoxide (DMSO; 300 ml), and then reacted with [11C]-methyl iodide and heated for 5 min at 130° C. The resulting N-[11C]-methyl labelled [11C]-compound was subsequently purified by HPLC. Removal of the HPLC solvent was achieved by heating the [11C]-labelled (±)8-methyl-3-(4-trifluoromethylphenyl)-8-azabicyclo[3.2.1]oct-2-ene containing fraction under reduced pressure. The labelled product was then formulated in saline or water (10 ml) and passed over a 0.22 mm membrane filter into a sterile vial.

Workup

  1. customThe resulting N-[11C]-methyl labelled [11C]-compound was subsequently purified by HPLC
  2. customRemoval of the HPLC solvent
  3. temperatureby heating the [11C]-labelled (±)8-methyl-3-(4-trifluoromethylphenyl)-8-azabicyclo[3.2.1]oct-2-ene containing fraction under reduced pressure
  4. filtrationfilter into a sterile vial

Sources & evidence

ORD record
ord-7a8156bed9e74a1e908b9c0c449bd12d
Source dataset
uspto-grants-2003_09
Patent number
US06617459B2

Reaction notes

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